JP3033965B2 - 持続解放性巨丸剤 - Google Patents
持続解放性巨丸剤Info
- Publication number
- JP3033965B2 JP3033965B2 JP2047118A JP4711890A JP3033965B2 JP 3033965 B2 JP3033965 B2 JP 3033965B2 JP 2047118 A JP2047118 A JP 2047118A JP 4711890 A JP4711890 A JP 4711890A JP 3033965 B2 JP3033965 B2 JP 3033965B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- bolus
- methyloxime
- ruminants
- release bolus
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000013268 sustained release Methods 0.000 title claims abstract description 31
- 239000012730 sustained-release form Substances 0.000 title claims abstract description 31
- YNFMRVVYUVPIAN-AQUURSMBSA-N nemadectin Chemical compound C1[C@H](O)[C@H](C)[C@@H](C(/C)=C/C(C)C)O[C@]11O[C@H](C\C=C(C)\C[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 YNFMRVVYUVPIAN-AQUURSMBSA-N 0.000 claims abstract description 82
- YNFMRVVYUVPIAN-UHFFFAOYSA-N nemadectin alpha Natural products C1C(O)C(C)C(C(C)=CC(C)C)OC11OC(CC=C(C)CC(C)C=CC=C2C3(C(C(=O)O4)C=C(C)C(O)C3OC2)O)CC4C1 YNFMRVVYUVPIAN-UHFFFAOYSA-N 0.000 claims abstract description 77
- 241001465754 Metazoa Species 0.000 claims abstract description 49
- 241000282849 Ruminantia Species 0.000 claims abstract description 44
- 239000000203 mixture Substances 0.000 claims abstract description 39
- 238000000034 method Methods 0.000 claims abstract description 29
- 241000244206 Nematoda Species 0.000 claims abstract description 23
- 238000011282 treatment Methods 0.000 claims abstract description 22
- 206010061217 Infestation Diseases 0.000 claims abstract description 21
- 244000045947 parasite Species 0.000 claims abstract description 13
- 210000004767 rumen Anatomy 0.000 claims abstract description 5
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 64
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 56
- 239000010428 baryte Substances 0.000 claims description 30
- 229910052601 baryte Inorganic materials 0.000 claims description 30
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 claims description 28
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 claims description 28
- 239000004203 carnauba wax Substances 0.000 claims description 24
- 235000013869 carnauba wax Nutrition 0.000 claims description 24
- 241000283690 Bos taurus Species 0.000 claims description 20
- 241000238876 Acari Species 0.000 claims description 17
- 244000078703 ectoparasite Species 0.000 claims description 15
- 244000079386 endoparasite Species 0.000 claims description 14
- 235000013601 eggs Nutrition 0.000 claims description 9
- 244000000013 helminth Species 0.000 claims description 8
- 210000003608 fece Anatomy 0.000 claims description 7
- 108010034145 Helminth Proteins Proteins 0.000 claims description 4
- 201000002266 mite infestation Diseases 0.000 claims description 4
- 230000000366 juvenile effect Effects 0.000 claims description 3
- 238000011109 contamination Methods 0.000 claims description 2
- 208000015181 infectious disease Diseases 0.000 claims description 2
- 230000001850 reproductive effect Effects 0.000 claims description 2
- 239000010419 fine particle Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 12
- 241000238631 Hexapoda Species 0.000 abstract description 3
- 230000002035 prolonged effect Effects 0.000 abstract 1
- 230000009885 systemic effect Effects 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- 239000006187 pill Substances 0.000 description 15
- 238000001746 injection moulding Methods 0.000 description 13
- 239000004480 active ingredient Substances 0.000 description 12
- 238000011156 evaluation Methods 0.000 description 10
- LEHBURLTIWGHEM-UHFFFAOYSA-N pyridinium chlorochromate Chemical compound [O-][Cr](Cl)(=O)=O.C1=CC=[NH+]C=C1 LEHBURLTIWGHEM-UHFFFAOYSA-N 0.000 description 10
- 239000001993 wax Substances 0.000 description 9
- 244000309466 calf Species 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 235000019439 ethyl acetate Nutrition 0.000 description 6
- 238000002347 injection Methods 0.000 description 6
- 239000007924 injection Substances 0.000 description 6
- 239000010410 layer Substances 0.000 description 6
- 238000005453 pelletization Methods 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000005481 NMR spectroscopy Methods 0.000 description 5
- 241001674048 Phthiraptera Species 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- 239000002054 inoculum Substances 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 201000001064 tick infestation Diseases 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 230000037396 body weight Effects 0.000 description 4
- 238000013329 compounding Methods 0.000 description 4
- 210000005069 ears Anatomy 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 238000004128 high performance liquid chromatography Methods 0.000 description 4
- 239000008188 pellet Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 230000003442 weekly effect Effects 0.000 description 4
- HLFSDGLLUJUHTE-SNVBAGLBSA-N Levamisole Chemical compound C1([C@H]2CN3CCSC3=N2)=CC=CC=C1 HLFSDGLLUJUHTE-SNVBAGLBSA-N 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 239000013058 crude material Substances 0.000 description 3
- 238000000855 fermentation Methods 0.000 description 3
- 230000004151 fermentation Effects 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 229960001614 levamisole Drugs 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000004375 Dextrin Substances 0.000 description 2
- 229920001353 Dextrin Polymers 0.000 description 2
- 241000257176 Hypoderma <fly> Species 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 241000238680 Rhipicephalus microplus Species 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 235000006085 Vigna mungo var mungo Nutrition 0.000 description 2
- 240000005616 Vigna mungo var. mungo Species 0.000 description 2
- 230000000895 acaricidal effect Effects 0.000 description 2
- 239000000642 acaricide Substances 0.000 description 2
- 230000000507 anthelmentic effect Effects 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 235000019425 dextrin Nutrition 0.000 description 2
- 230000002496 gastric effect Effects 0.000 description 2
- 210000001035 gastrointestinal tract Anatomy 0.000 description 2
- 238000003306 harvesting Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 238000004949 mass spectrometry Methods 0.000 description 2
- 238000001819 mass spectrum Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 230000000069 prophylactic effect Effects 0.000 description 2
- 238000011321 prophylaxis Methods 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 102220240796 rs553605556 Human genes 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 230000001629 suppression Effects 0.000 description 2
- BCNZYOJHNLTNEZ-UHFFFAOYSA-N tert-butyldimethylsilyl chloride Chemical compound CC(C)(C)[Si](C)(C)Cl BCNZYOJHNLTNEZ-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- 238000011179 visual inspection Methods 0.000 description 2
- 230000004584 weight gain Effects 0.000 description 2
- 235000019786 weight gain Nutrition 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 241000157302 Bison bison athabascae Species 0.000 description 1
- 241000283707 Capra Species 0.000 description 1
- 241000282994 Cervidae Species 0.000 description 1
- 208000015943 Coeliac disease Diseases 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 229910004373 HOAc Inorganic materials 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 240000004658 Medicago sativa Species 0.000 description 1
- 235000017587 Medicago sativa ssp. sativa Nutrition 0.000 description 1
- 241000257159 Musca domestica Species 0.000 description 1
- 238000011887 Necropsy Methods 0.000 description 1
- 208000030852 Parasitic disease Diseases 0.000 description 1
- 241001494479 Pecora Species 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 241000970253 Streptomyces cyaneogriseus Species 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000006053 animal diet Substances 0.000 description 1
- 229940124339 anthelmintic agent Drugs 0.000 description 1
- 239000000921 anthelmintic agent Substances 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 210000000941 bile Anatomy 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 229940041514 candida albicans extract Drugs 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000012864 cross contamination Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- AIUDWMLXCFRVDR-UHFFFAOYSA-N dimethyl 2-(3-ethyl-3-methylpentyl)propanedioate Chemical compound CCC(C)(CC)CCC(C(=O)OC)C(=O)OC AIUDWMLXCFRVDR-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000002024 ethyl acetate extract Substances 0.000 description 1
- 230000002550 fecal effect Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 244000144993 groups of animals Species 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- RCBVKBFIWMOMHF-UHFFFAOYSA-L hydroxy-(hydroxy(dioxo)chromio)oxy-dioxochromium;pyridine Chemical compound C1=CC=NC=C1.C1=CC=NC=C1.O[Cr](=O)(=O)O[Cr](O)(=O)=O RCBVKBFIWMOMHF-UHFFFAOYSA-L 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- 231100000225 lethality Toxicity 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000401 methanolic extract Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000013379 molasses Nutrition 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 230000036281 parasite infection Effects 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 238000002953 preparative HPLC Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 230000000384 rearing effect Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 230000010512 thermal transition Effects 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/0068—Rumen, e.g. rumen bolus
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Molecular Biology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Tropical Medicine & Parasitology (AREA)
- Communicable Diseases (AREA)
- Nutrition Science (AREA)
- Physiology (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Fodder In General (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Supercharger (AREA)
- Control Of Turbines (AREA)
- Control Of Positive-Displacement Air Blowers (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US31662589A | 1989-02-28 | 1989-02-28 | |
US316625 | 1989-02-28 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH02268115A JPH02268115A (ja) | 1990-11-01 |
JP3033965B2 true JP3033965B2 (ja) | 2000-04-17 |
Family
ID=23229886
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2047118A Expired - Lifetime JP3033965B2 (ja) | 1989-02-28 | 1990-02-27 | 持続解放性巨丸剤 |
JP2047096A Expired - Fee Related JP2563139B2 (ja) | 1989-02-27 | 1990-02-27 | ガスタービン・エンジン |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2047096A Expired - Fee Related JP2563139B2 (ja) | 1989-02-27 | 1990-02-27 | ガスタービン・エンジン |
Country Status (20)
Country | Link |
---|---|
EP (1) | EP0385106B1 (de) |
JP (2) | JP3033965B2 (de) |
KR (1) | KR0160976B1 (de) |
CN (1) | CN1035986C (de) |
AT (1) | ATE103173T1 (de) |
AU (1) | AU626992B2 (de) |
CA (1) | CA2010934C (de) |
CZ (1) | CZ283055B6 (de) |
DE (1) | DE69007515T2 (de) |
DK (1) | DK0385106T3 (de) |
ES (1) | ES2062118T3 (de) |
HU (1) | HU206180B (de) |
IE (1) | IE64562B1 (de) |
IL (1) | IL93226A (de) |
NZ (1) | NZ232607A (de) |
PL (1) | PL163922B1 (de) |
RU (1) | RU2014832C1 (de) |
SK (1) | SK279781B6 (de) |
UA (1) | UA37173C2 (de) |
ZA (1) | ZA901497B (de) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101948517B1 (ko) * | 2018-07-26 | 2019-02-15 | 김경란 | 퍼머용 로드 |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4876552A (en) * | 1988-04-27 | 1989-10-24 | Motorola, Inc. | Internally mounted broadband antenna |
MX9200339A (es) * | 1991-01-28 | 1992-08-01 | Hoechst Ag | Preparado para la liberacion controlada de sustancias activas, que son apropiadas como terapeuticos o para mejorar el crecimiento y el aprovechamiento de los piensos en rumiantes |
DK0525307T3 (da) * | 1991-07-23 | 1996-04-01 | American Cyanamid Co | Stabile præparater til parenteral indgivelse og deres anvendelse |
DK0739198T3 (da) * | 1994-01-20 | 2004-01-26 | Agres Ltd | Anordning til indgivelse af gavnlige materialer til drøvtyggere |
AU2540495A (en) * | 1994-06-10 | 1996-01-05 | Fernz Corporation Limited | Biodegradable sustained release composition |
CN1099283C (zh) * | 1997-05-28 | 2003-01-22 | 内蒙古巴彦淖尔盟畜牧兽医科学研究所 | 缓释丸及其制剂 |
DE10032878A1 (de) * | 2000-07-06 | 2002-01-17 | Bayer Ag | Anthelmintika zur Verhinderung von parasitären Infektionen bei Mensch und Tier |
KR100464592B1 (ko) * | 2001-04-13 | 2004-12-31 | 주식회사 한국팜비오 | 포타슘시트레이트를 함유한 왁스 매트릭스 타입의 정제와그의 조성물 |
US6892127B2 (en) * | 2003-02-28 | 2005-05-10 | General Electric Company | Methods and apparatus for assessing gas turbine engine damage |
CN104277050B (zh) * | 2013-07-04 | 2016-05-04 | 北大方正集团有限公司 | 一种制备莫西克汀的方法 |
EP4477215A3 (de) | 2020-12-08 | 2025-02-19 | Ruminant Biotech Corp Limited | Verbesserungen an vorrichtungen und verfahren zur abgabe von substanzen an tiere |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NZ204074A (en) * | 1982-05-10 | 1986-05-09 | Merck & Co Inc | Synergistic compositions containing avermectins |
DK165119C (da) * | 1984-06-05 | 1993-03-01 | American Cyanamid Co | Antibiotiske forbindelser betegnet ll-f28249alfa, beta, gamma, delta, epsilon, zeta, eta, theta, iota, kappa, my og ny og pharmaceutisk or pharmakologisk acceptable salte deraf samt fremgangsmaade til deres fremstilling |
DE3772415D1 (de) * | 1986-03-10 | 1991-10-02 | American Cyanamid Co | Verfahren zur herstellung einer bolus-formulierung mit verzoegerter freisetzung. |
EP0259779B1 (de) * | 1986-09-12 | 1994-08-10 | American Cyanamid Company | 23-Oxo(keto) und 23-Imino-Derivate von LL-F28249-Verbindungen |
DE3782481T2 (de) * | 1986-09-12 | 1993-05-19 | American Cyanamid Co | 23-deoxy-derivate von ll-f28249-verbindungen. |
US4886829A (en) * | 1987-03-06 | 1989-12-12 | American Cyanamid Company | 23-Oxo (keto) and 23-imino derivatives of mono- and diepoxy LL-F28249 compounds |
-
1990
- 1990-01-25 DK DK90101483.7T patent/DK0385106T3/da active
- 1990-01-25 ES ES90101483T patent/ES2062118T3/es not_active Expired - Lifetime
- 1990-01-25 DE DE69007515T patent/DE69007515T2/de not_active Expired - Fee Related
- 1990-01-25 EP EP90101483A patent/EP0385106B1/de not_active Expired - Lifetime
- 1990-01-25 AT AT90101483T patent/ATE103173T1/de not_active IP Right Cessation
- 1990-01-30 IL IL9322690A patent/IL93226A/en not_active IP Right Cessation
- 1990-02-20 NZ NZ232607A patent/NZ232607A/xx unknown
- 1990-02-21 CN CN90100954A patent/CN1035986C/zh not_active Expired - Fee Related
- 1990-02-26 SK SK904-90A patent/SK279781B6/sk unknown
- 1990-02-26 CA CA002010934A patent/CA2010934C/en not_active Expired - Fee Related
- 1990-02-26 AU AU50522/90A patent/AU626992B2/en not_active Expired
- 1990-02-26 CZ CS90904A patent/CZ283055B6/cs not_active IP Right Cessation
- 1990-02-27 JP JP2047118A patent/JP3033965B2/ja not_active Expired - Lifetime
- 1990-02-27 KR KR1019900002534A patent/KR0160976B1/ko not_active IP Right Cessation
- 1990-02-27 RU SU904743484A patent/RU2014832C1/ru active
- 1990-02-27 UA UA4743484A patent/UA37173C2/uk unknown
- 1990-02-27 IE IE69990A patent/IE64562B1/en not_active IP Right Cessation
- 1990-02-27 ZA ZA901497A patent/ZA901497B/xx unknown
- 1990-02-27 JP JP2047096A patent/JP2563139B2/ja not_active Expired - Fee Related
- 1990-02-28 PL PL90284064A patent/PL163922B1/pl unknown
- 1990-02-28 HU HU901185A patent/HU206180B/hu not_active IP Right Cessation
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101948517B1 (ko) * | 2018-07-26 | 2019-02-15 | 김경란 | 퍼머용 로드 |
Also Published As
Publication number | Publication date |
---|---|
HU206180B (en) | 1992-09-28 |
CN1035986C (zh) | 1997-10-01 |
DE69007515D1 (de) | 1994-04-28 |
UA37173C2 (uk) | 2001-05-15 |
ES2062118T3 (es) | 1994-12-16 |
JPH02267351A (ja) | 1990-11-01 |
IE64562B1 (en) | 1995-08-23 |
CA2010934A1 (en) | 1990-08-31 |
PL163922B1 (pl) | 1994-05-31 |
DE69007515T2 (de) | 1994-11-03 |
ZA901497B (en) | 1990-11-28 |
NZ232607A (en) | 1993-05-26 |
PL284064A1 (en) | 1991-05-06 |
CZ283055B6 (cs) | 1997-12-17 |
CS9000904A2 (en) | 1991-08-13 |
KR0160976B1 (ko) | 1998-12-01 |
ATE103173T1 (de) | 1994-04-15 |
AU5052290A (en) | 1990-09-06 |
HU901185D0 (en) | 1990-05-28 |
IL93226A (en) | 1994-02-27 |
AU626992B2 (en) | 1992-08-13 |
RU2014832C1 (ru) | 1994-06-30 |
KR910015289A (ko) | 1991-09-30 |
DK0385106T3 (da) | 1994-04-11 |
EP0385106A1 (de) | 1990-09-05 |
JPH02268115A (ja) | 1990-11-01 |
IE900699L (en) | 1990-08-28 |
EP0385106B1 (de) | 1994-03-23 |
SK279781B6 (sk) | 1999-03-12 |
HUT53287A (en) | 1990-10-28 |
CN1045228A (zh) | 1990-09-12 |
JP2563139B2 (ja) | 1996-12-11 |
CA2010934C (en) | 2001-03-13 |
IL93226A0 (en) | 1990-11-05 |
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